Vacation rentals in Florida Keys
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top vacation rentals in Florida Keys
Skipjack Resort & Marina
Breezy Palms Resort
Aqua Lodge Rentals At Coconut Cay
Tropical Cottages
Old Wooden Bridge Resort and Marina
Yacht Haven Marina
Knight's Key Suites
34’ Catamaran Sailboat
Amazing Ocean view at Ocean Pointe w/Heated Pool
The Islands of Islamorada
VOTED BEST KEY LARGO VACATION RENTAL
Anchorage Resort & Yacht Club
Cabins at Bonefish Bay
When you tell people you’ll be taking your vacation in Florida, it’s hard to say what they’ll imagine. Depending on which part of the state they’ve visited (or if they’ve visited at all), the name might conjure up anything from beachfront high-rise condos to epic Cuban food to giant swamps full of alligators and airboats. If pristine white sand beaches, communities of loveable weirdos, and free-roaming iguanas come to mind, however, you’ll know they’ve been to the Florida Keys. Get to know The Keys like an insider yourself with our Florida Keys vacation rentals.
The Local Life
Yes, it’s certainly different down here in the southeastern-most point of the United States. Will that mean choosing to ride the pedi-taxi with the most bling and loudest boombox blaring Bahamanian Calypso music? Ordering an extra margarita when your favorite Jimmy Buffet song inevitably hits the jukebox in a barefoot bar? Dancing to the beat of your own drum (or to that of an impromptu drum circle)? For Keys locals, it all depends on what day of the week it is.
Your adventures may also depend on which of the 1,700 islands and inlets you decide to explore. Many visitors stick to the sights on the Overseas Highway that connects the largest of the islands, but when you book a vacation rental, the options are endless. Stay at the Pelican Cove Resort & Marina, for example, and ride a bike from island to island along the highway-side pathway—or island-hop the traditional way by climbing aboard a boat and exploring some of the 113 mangrove and sandbar islands that aren’t connected by bridge.
Looking for Florida Keys hotels? When you book a short-term rental with Travelocity instead, you get to travel without feeling like you’ve left home sweet home. That brings a whole new meaning to the term “armchair traveler,” now doesn’t it?
Recommended vacation rental destinations
- Miami Vacation Rentals
- Naples Vacation Rentals
- Fort Lauderdale Vacation Rentals
- Fort Myers Vacation Rentals
- Sarasota Vacation Rentals
- Tampa Vacation Rentals
- St. Petersburg - Clearwater Vacation Rentals
- Nassau Vacation Rentals
- Space Coast Vacation Rentals
- Orlando Vacation Rentals
- Winter Park Vacation Rentals
- Daytona Beach Vacation Rentals
- St. Augustine Vacation Rentals
- Jacksonville Vacation Rentals
Top vacation rental destinations
- Rome Vacation Rentals
- London Vacation Rentals
- Bali Vacation Rentals
- Orlando Vacation Rentals
- Barcelona Vacation Rentals
- Gold Coast Vacation Rentals
- Sunshine Coast Vacation Rentals
- Province of Florence Vacation Rentals
- Rio de Janeiro Vacation Rentals
- Melbourne Vacation Rentals
- Venice Vacation Rentals
- Province of Siena Vacation Rentals
- Cape Town Vacation Rentals
- Vienna Vacation Rentals
- Milan Vacation Rentals